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Jack Bailey

Cute twinks like Jack Bailey are just the hottest. With an innocent-looking face and an absolutely smooth body, this gorgeous blonde likes to play sweet to get what he wants: big cocks deep down his tight asshole. This bold boy from Missouri doesn’t hold back when shooting porn, and the camera lens really captures his adventurous style and kinky attitude. When not working, Jack spends most of his free time playing video games. He certainly is a boy toy, and you can see so for yourself in Say Uncle's exclusive series BrotherCrush.

Cute twinks like Jack Bailey are just the hottest. With an innocent-looking face and an absolutely smooth body, this gorgeous blonde likes to play sweet to get what he wants: big cocks deep down his tight asshole. This bold boy from Missouri doesn’t hold back when shooting porn, and the camera lens really captures his adventurous style and kinky attitude. When not working, Jack spends most of his free time playing video games. He certainly is a boy toy, and you can see so for yourself in Say Uncle's exclusive series BrotherCrush.

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Featured In

Jack Bailey
Twink Trade
Horny Horror Movie Night
05/14/2023
Jack Bailey
Twink Trade
A Bonding Moment
04/16/2023
Jack Bailey
Brother Crush
You Missed a Spot
08/14/2022
Jack Bailey
Boys At Camp
Before Leaving Camp
08/18/2022
Jack Bailey
Family Dick
The Perfect Pool Day, PT.3
07/16/2022
Jack Bailey
Boys At Camp
Camp Guessing Games
07/14/2022
Jack Bailey
Family Dick
The Perfect Pool Day Pt. 2
07/09/2022
Jack Bailey
Brother Crush
Cannonball Contest
07/07/2022
Jack Bailey
Family Dick
The Perfect Pool Day
07/02/2022
Jack Bailey
Family Dick
Too Horny To Behave
06/25/2022
Jack Bailey
Boys At Camp
Getting In Touch With Nature
04/28/2022
Jack Bailey
Brother Crush
Remember When We Used To Do This?
04/21/2022
Jack Bailey
DoctorTapes
The Doctor's Orders
03/25/2022
Jack Bailey
Brother Crush
This Is How It Feels
03/24/2022
Jack Bailey
Family Dick
Fighting For His Attention
02/04/2022
Jack Bailey
Family Dick
Let's Share A Bath
02/12/2022
Jack Bailey
Boys At Camp
Whip ‘em Out
02/11/2022
Jack Bailey
TherapyDick
The Perfect Roleplay
02/10/2022
Jack Bailey
Missionary Boys
Authority Granted
12/28/2021
Jack Bailey
Missionary Boys
Assigned Companions
12/14/2021
Jack Bailey
Family Dick
Flying the Nest
10/09/2021
Jack Bailey
Family Dick
Workout on the Balcony
10/02/2021
Jack Bailey
Family Dick
Bad Grades, Bad Boy
08/28/2021
Jack Bailey
Missionary Boys
An Obedient Ordination
08/17/2021
Jack Bailey
Family Dick
Stepdad Joins The Show
08/07/2021
Jack Bailey
Missionary Boys
The Worthiness Review
07/27/2021
Jack Bailey
Brother Crush
Bored StepBros
03/03/2021
Jack Bailey
Brother Crush
Getting My Stepbrother Wet
01/06/2021
Jack Bailey
Brother Crush
I'll Do Anything Else
12/09/2020
Jack Bailey
Brother Crush
The Garden Boys
11/11/2020
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This website contains material that is suitable for adults only and should only be accessed by consumers over the age of 18 years or older. Individuals featured in these films did so of their own free will, without harm, or force. All situations are only depictions and not reality. All performers are 18 or older. All activity is fully consensual. By clicking "enter" you are accessing this site and hereby agree to comply with all of the terms and conditions set forth on this page. Additionally, you acknowledge and agree that explicit and/or sexual content containing nudity and other sexual activity does not offend you. You are also confirming that you're legally able to view this material from the location where you are trying to access the website.
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